My first experience swimming naked in front of the opposite sex took place while I was a first-year college student in San Diego.
After orientation, I became part of a large group of friends that regularly met for lunch at the university center after our morning classes. During this time, I became infatuated with Jake, who was in the same English class as me. Trying not to seem too desperate, I looked for excuses for Jake and me to spend time together outside of class. Most of the guys in our group lived in the same residence hall -- Kroc -- an older brick building which had been around since the college was first built -- and so, whenever I had some free time, I would drag a couple of my friends along to see what Jake and the other boys were up to.
We ended up coming over so often that we became just like one of the guys, and were often invited to the wild parties that had made the hall infamous. I never went to any of the parties, because drinking and throwing up repeatedly had never been something I was very fond of. But, the hall did have its own gardens, and Jake and I spent much of our free time relaxing there. Jake also showed me the large, empty indoor pool that was part of the hall. It was empty during the Fall semester, and most of the girls on campus didn't even know that part of the hall existed. Apparently, the boys were very protective of the pool as "theirs," so I was very excited at the beginning of the Spring semester when Jake invited me to go swimming now that the pool had water in it.
The next day, during our regular lunchtime meeting, Jake repeated his invitation to the rest of our group. The guys would all be there anyway, but as it turned out, the girls all had other things to do, so I would be the only one going. This was fine with me, since all I wanted was spend time with Jake.
I picked up my books and told Jake that I would meet him and the rest of the guys at the hall, after I stopped by my room to pick up a swimsuit. Back at my dorm, I tried to decide which of my bathing suits would make the best impression, after all, it was going to be Jake's first time seeing me in any sort of state of undress.
A one piece would be too conservative, I thought, but, I also felt that anything with a thong was better suited to sunbathing rather than actual swimming. Eventually, I decided on a bikini which left me fairly well covered without making me seem like a prude. Normally I would have changed into my bikini and then walked over to the hall, but I knew Jake would be waiting for me, so I decided to just use one of the pool's changing rooms.
Jake met me at the entrance to the hall and greeted me with a big kiss. He was dressed in just a pair of board shorts, and I smiled at seeing his bare chest for the first time, noticing just how muscular he was.
"That was different," I said, commenting on the kiss.
"I'm just really glad you came," Jake smiled at me.
As we walked over to the pool, Jake said "Oh, I forgot to mention one thing to you."
"What's that?" I asked.
"Well, you know the guys at the hall think of the pool as being "our" pool," he began.
"Yes," I laughed, "I know you're all very proud of it. No girls allowed and all that stuff."
"Well," he said slyly, "it's not that girls aren't allowed -- but it's our pool, so we make the rules -- and girls can only swim in it on one condition."
"And what would that be?" I asked incredulously.
"You'll see," Jake said mischievously as he held open the door to the pool area for me.
The pool was in a huge, high ceilinged room with large glass windows in the ceiling to allow sunlight in to heat the pool during the Spring and Summer months. There was also a collection of deck chairs and tables arranged around the pool area. As we approached I could see about 20 or 30 guys in shorts in the pool or lounging around on the chairs, as well as several others who were fully dressed and congregating around the tables or walking around the grounds. There were also 3 or 4 other girls in the water -- the gender imbalance was rather obvious, but, for a residence hall that was notoriously sexist, 3 or 4 girls was probably better than average.
"So what is this condition you -- " my voice caught in my throat as one of the girls climbed out of the pool and I saw exactly what the condition was.